A new synthesis of the benzofuran adenosine antagonist XH-14

SA Hutchinson, H Luetjens, PJ Scammells

Index: Hutchinson, Sally A.; Luetjens, Henning; Scammells, Peter J. Bioorganic and Medicinal Chemistry Letters, 1997 , vol. 7, # 24 p. 3081 - 3084

Full Text: HTML

Citation Number: 20

Abstract

5-(3-Hydroxypropyl)-7-methoxy-2-(3′-methoxy-4′-hydroxyphenyl) benzo [b] furan-3- carbaldehyde (XH-14, 1) has been reported to be a potent A1 adenosine antagonist. We have developed an efficient synthesis of this compound that should prove valuable for further structure-activity studies. The synthesis incorporates optimised methodology for the selective protection of a hydroxyl group and the ortho-bromination of a phenol.